28593-24-0

Basic information

• Product Name: 6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE
• Synonyms: 1,2,4-TRIAZOLO[4,3-B]PYRIDAZINE, 6-CHLORO-;AKOS BBS-00002547;6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE;6-Chloro[1,2,4]Triazolo[4,3-b];6-Chloro-S-triazolo[4,3-B]pyridazine;6--1,2,4- three[4,3-B]chlorinepyrazolopyridazine;6-chloro-[1,2,4]triazolo[3,4-f]pyridazine;s-Triazolo[4,3-b]pyridazine, 6-chloro-
• CAS NO: 28593-24-0
• Molecular Formula: C₅H₃ClN₄
• Molecular Weight: 154.56
• Product Categories: Halides;Fused Ring Systems;Imidazo[x,x-y]pyridazine;Building Blocks
• Mol File: 28593-24-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 203-204 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: Solid
• Density: 1.71 g/cm³
• Refractive Index: 1.791
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.73±0.30(Predicted)
• CAS DataBase Reference: 6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE(28593-24-0)
• EPA Substance Registry System: 6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE(28593-24-0)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 28593-24-0(Hazardous Substances Data)

Usage

General Description

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazine is a chemical compound with the molecular formula C6H3ClN4. It is a heterocyclic compound that contains a triazolo and pyridazine ring system. 6-CHLORO-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINE is used in pharmaceutical research and drug development as a building block for the synthesis of various biologically active compounds. It has potential applications in the development of new drugs for the treatment of various diseases. Additionally, it may also have uses in the field of materials science and agrochemical research.

InChI:InChI=1/C5H3ClN4/c6-4-1-2-5-8-7-3-10(5)9-4/h1-3H

Upstream product

• 856847-73-9 formic acid-[N'-(6-chloro-pyridazin-3-yl)-hydrazide] 
• 64-18-6 formic acid 
• 17284-97-8 3-Chloro-6-hydrazinopyridazine 
• 243116-57-6 cyclohexanone O-diethoxymethyloxime 
• 158607-17-1 3-(2,3-dibromomethylenehydrazino)-6-chloropyridazine 
• 158607-16-0 6-chloro-3-methylenehydrazinopyridazine 
• 77207-84-2 <(2-(6-chloro-3-pyridazinyl)hydrazino)methylene>propanedioic acid diethyl ester 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 103272-74-8 N'-(4-nitro-benzoyl)-formohydrazonic acid ethyl ester 
• 55711-59-6 N'-benzoyl-formohydrazonic acid ethyl ester 
• 13148-69-1 N'-acetyl-formohydrazonic acid ethyl ester 
• 6699-99-6 N'-formyl-formohydrazonic acid ethyl ester 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 159594-51-1 6-(2,2-pentamethylene-4-sulfamoyl-1-butoxy)[1,2,4]triazolo[4,3-b]pyridazine 
• 494766-95-9 cyclohexyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl-amine 
• 1353880-73-5 2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-N-benzyl-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-amine 
• 1353880-74-6 2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-N-(4-fluorobenzyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-amine 
• 1353880-75-7 2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-N-(3,5-difluorobenzyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-amine 
• 1353880-79-1 ethyl 2-((2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(benzyl)amino)-2-oxoacetate 
• 1353880-80-4 ethyl 2-((2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(4-fluorobenzyl)amino)-2-oxoacetate 
• 1353880-81-5 ethyl 2-((2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(3,5-difluorobenzyl)amino)-2-oxoacetate 
• 1353880-85-9 2-((2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(benzyl)amino)-2-oxoacetic acid 
• 1353880-86-0 2-((2-(([1,2,4]triazolo[4,3-b]pyridazin-6-yloxy)methyl)-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(4-fluorobenzyl)amino)-2-oxoacetic acid 
• 58826-44-1 5H-[1,2,4]triazolo[4,3-b]pyridazine-6-thione 
• 20552-63-0 5H-[1,2,4]triazolo[4,3-b]pyridazin-6-one 
• 19195-46-1 6-amino-1,2,4-triazolo<4,3-b>pyridazine 
• 1456504-86-1 (S)-3-(4-(5-([1,2,4]triazolo[4,3-b]pyridazin-6-yl)-6-aminopyridin-3-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one 

Relevant articles and documents

N-Acylethoxymethylene hydrazones as the source of a C1 fragment

The title compounds were found to be efficient reagents for the ring closure of the appropriate hydrazines or o-phenylenediamine. A new C = C bond was formed on their reaction with 1,3-dimethylbarbituric acid.

Optimization of the Urea Linker of Triazolopyridazine MMV665917 Results in a New Anticryptosporidial Lead with Improved Potency and Predicted hERG Safety Margin

Cryptosporidiosis is caused by infection of the small intestine by Cryptosporidium parasites, resulting in severe diarrhea, dehydration, malabsorption, and potentially death. The only FDA-approved therapeutic is only partially effective in young children and ineffective for immunocompromised patients. Triazolopyridazine MMV665917 is a previously reported anti-Cryptosporidium screening hit with in vivo efficacy but suffers from modest inhibition of the hERG ion channel, which could portend cardiotoxicity. Herein, we describe our initial development of structure-activity relationships of this novel lead series with a particular focus on optimization of the piperazine-urea linker. We have discovered that piperazine-acetamide is a superior linker resulting in identification of SLU-2633, which has an EC50 of 0.17 μM, an improved projected margin versus hERG, prolonged pharmacokinetic exposure in small intestine, and oral efficacy in vivo with minimal systemic exposure. SLU-2633 represents a significant advancement toward the identification of a new effective and safe treatment for cryptosporidiosis.

TRIAZOLOPYRIDAZINE DERIVATIVES HAVING INHIBITORY ACTIVITY AGAINST ACETYL-COA CARBOXYLASE

The present invention relates to a novel triazolopyridazine derivative or a pharmaceutically acceptable salt thereof, and an Acetyl-CoA Carboxylase2 (ACC2) comprising same as an active ingredient. The triazolopyridazine derivative of the present invention